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Entry #64 was posted on October 13, 2012.
It has the description "64".
In total, this clip is 11:48 minutes long.

Jay goes with Tim to Rosswood, as he reluctantly agreed to in the last entry. Their first stop is the wood shed Alex confronted Jay and Jessica in, where they find no evidence of Alex being shot during his struggle with the masked Tim. They then look for the shack that the hooded figure brought them to in Entry #62 but cannot find it. Finally, they find the tunnel in which Alex killed a man. Jay receives a phone call from Alex, commanding him to leave. Alex hangs up immediately afterwards. Jay insists that they pay it no heed and continue, only for The Operator to appear and advance towards Tim. Jay tries to help Tim but it's no use and he flees. After finally reaching the car park, he sees Tim is back in his car. Jay tries to get a response from him but Tim merely gives Jay an icy look and drives away.

1
[0:00] Black screen; at 0:03 white text appears: "Entry #64"
[0: 11] Jay and Tim are walking through Rosswood Park. Jay is holding the camera, pointing it towards Tim's back. Tim is wearing the chest camera and the old wood shed Alex threatened Jay and Jessica in can be seen up ahead.
[0:22} Jay: You have the camera on?
[0:24] Tim: Yeah.
[0:26] Jay: And it's recording, right?
[0:27] Tim: Uh… if blinking red light means recording, then yeah.
[0:32} Jay: Alright.
[0:38] As the two come closer to and step into the shed, they continue talking.
[0:39] Jay: Alright, this is it. This is… where Alex took us.
[0:52] Tim: And you haven't seen him at all since this happened, right?
[0:56] Jay: Nope. Guessing you don't remember being here.
[1:03] Tim: Can't say I do. I wasn't exactly in the right state of mind at the time.
[1:07] Jay: So you don't remember anything… while you're… like that?
[1:12] Tim: No.
[1:13] They start going up the steps.
[1:14] Tim: Still can't decide if that's a good thing or not. You remember anything about this?
[1:19] Jay: No. Not other than what, uh, was on the tape.
[1:25] Now on the second floor of the shed, Tim stops and looks around. Jay motions as they continue talking.
[1:28] Tim: So…
[1:30] Jay: Jessica and I were right there. Alex was right here at the top of the stairs.
[1:36] Tim: And I came from behind here…
[1:37] Jay: And-yeah, you came from behind.
[1:42] Tim: He was right here… I pulled him back…
[1:52] Jay: Yeah, we ran out after that. Then we heard the gunshot right as we were getting out too, so it would've been around here, I'm guessing.
[1:54] Jay and Tim start looking around for signs of the gunshot.
[1:59] Jay: But… I don't see…
[2:01] Tim: Obviously I didn't get shot, otherwise I would kind of remember that.
[2:04] Jay: Yeah, I don't see any bloodstains or anything right here in the wood… or bullet hol-
[2:08] Tim: Yeah I don't even know if they'd still be here 'cause that was, what, a year, year and a half ago?
[2:13] Jay: I don't even remember any more. Something like that. I don't see any bullet holes in the walls or the floor…
[2:25] Tim, crouching, looks up and sees something. He points.
[2:27] Tim: Would that be it right there? Do you think?
[2:30] Jay pans the camera up, revealing Tim was pointing at a small hole in the roof.
[2:33] Jay: Yeah. Probably. Yeah. That's what it looks like. I mean, I'm no expert but it looks like it would line up from here. So I'm guessing… Alex didn't get shot, either. It just went through the roof.
[2:58] The video cuts to Jay at the other side of the second floor, looking around but finding nothing. Tim is still crouching in the same position as before.
[3:02] Jay: Alright. Let's get going.
[3:18] Tim: I can't think of anything else up here that would be of any use to us.
[3:21] Jay and Tim head back down the stairs.
[3:22] Jay: I don't really like being up here, anyway.
[3:30] After leaving the shed, Tim motions in another direction.
[3:32] Tim: Let's keep going that way.
[3:33] Jay: Yeah.
[3:34] They begin walking in the direction Tim pointed to.
[3:38} The video cuts to Jay and Tim walking through a wooded area.
[3:57] Jay: You think that shack is out this way?
[3:59] Tim: Could be.
[4:01] Jay: How do you know? I don’t really think we’re on a trail anymore.
[4:04] Tim says something indecipherable.
[4:05] Jay: Ow. What?
[4:07] Tim: It’s a good guess.
[4:12] Jay: If we can find our way back.
[4:20] Video cuts to Tim and Jay walking through some low-hanging tree branches.
[4:26] Jay: This is it up here, I think.
[4:30] Tim: Could be.
[4:33] Cut to a shot of trees covering what looks like a small clearing.
[4:34] Tim: Could be back here.
[4:36] Jay: Yeah.
[4:38] Tim runs over to the clearing, pushing branches out of the way. Jay coughs and follows a bit behind, then stops before entering the clearing. He looks around in the field behind him.
[4:47] Jay: You see it?
[4:49] Camera turns back around to Tim, partially hidden by branches.
[4:50] Tim: No.
[4:52] Jay: It’s not back there?
[4:53] Jay starts moving towards Tim.
[4:54] Tim: No, there’s nothing. Nothing but a pile of dirt and some trees, that’s all there is back here.
[5:01] Jay: You sure?
[5:03] Tim: You can see for yourself.
[5:07] Cut back out to the open field.
[5:08] Jay: I’m pretty sure this is where it was.
[5:11] Jay: Let’s just…
[5:11] Tim: Could it be up here anywhere?
[5:13] Jay: Let’s just get back on the trail that we were on and keep going towards that tunnel. Maybe we’ll stumble across it on the way. Because I have no idea where we are.
[5:23] Tim: Where else could it be?
[5:25] Jay: I don’t know. What are we gonna find when we go in there?
[5:32] Tim: I mean, we got dropped off there so obviously there’s something important there I would think.
[5:37] Jay: There could be someone there waiting for us too. Let’s just go back the way we came.
[5:47] Cut to Tim running over to another small clearing.
[5:50] Jay: I looked over there already, there’s nothing. There’s a sign right here but I can’t read it. Let’s just go back before we get lost, come on.
[6:02] Cut to Jay and Tim walking back on the trail. Tim is coughing for a few seconds.
[6:08] Jay: You okay?
[6:11] Tim: Yeah, I’m fine.
[6:14] Tim starts coughing again.
[6:16] Jay: You sure?
[6:18] Tim: Don’t worry about me.
[6:23] Cut to them walking on the trail just outside the tunnel.
[6:44] Jay hands Tim the handheld camera.
[6:45] Jay: Here, can you hold the camera for awhile?
[6:47] Tim: Sure.
[6:51] Jay walks ahead and climbs the rocks up to the entrance to the tunnel.
[6:58] Jay: Got it?
[6:59] Tim: Yeah.
[7:14] Tim focuses the camera on the far end of the tunnel and then back to the woods. He then turns back to where Jay is kneeling next to the stop where Alex killed the man in Entry #49.
[7:22] Tim: So is this where Alex…
[7:24] Jay: Yeah.
[7:29] Tim: Do you know who that other guy was?
[7:32] Jay looks towards the far end of the tunnel and stands up.
[7:33] Jay: No.
[7:34] Jay and Tim start walking towards the far end of the tunnel.
[7:35] Tim: Did Alex, do you think?
[7:37] Jay: Not sure.
[7:40] Tim: What’s on the other side of this tunnel?
[7:41] Jay: I don’t know. I’ve only been over there once. I was chasing you at the time.
[7:46] Tim: Obviously, I don’t remember anything about that.
[7:48] Jay: I’m just saying, I’ve only been over there once and I wasn’t really paying that close attention at the time.
[7:52] Tim: Well, I guess now’s as good a time as any to find out.
[7:54] Jay: Yeah.
[7:57] The sound of a cell phone vibrating can be heard. Jay stops and reaches into his pocket.
[7:59] Jay: My phone’s ringing.
[8:01] Tim: Who is it?
[8:04] Jay: I don’t know. Some number I’ve never seen before.
[8:07] Jay answers the phone and puts it on speaker mode.
[8:08] Jay: Hello?
[8:09] Alex: (over the phone) Leave. Now.
[8:11] Jay looks down at his phone.
[8:14] Jay: That was Alex.
[8:15] Tim: What?
[8:16] Jay: I mean, he just hung up but that was Alex.
[8:19] Tim: Is he here?
[8:20] Tim looks down both ends of the tunnel.
[8:24] Jay: Hold on, I’m gonna try and call him back.
[8:26] Tim: He’s not gonna answer.
[8:27] Jay: I’m gonna try.
[8:28] Tim: Think he’s following us?
[8:30] Jay: Probably. I mean, if he just calls and tells us to leave then it probably means we’re about to find something he doesn’t want us to see so let’s keep going.
[8:35] Tim: Well, we need to get out of here right now then if he’s been following us.
[8:38] Tim begins coughing.
[8:40] Jay: Come on, we’re gonna go up here and…(the rest is drowned out by Tim’s cough). Come on. Tim!
[8:46] The camera lands on the ground. Severe audio distortion begins. The camera turns to Jay running back towards Tim with the Operator standing behind him at the entrance to the tunnel. The video tears at a few times and the audio distortion increases. Tim’s coughing can still be heard over the distortion.
[8:54] Jay: Tim! We have to go!
[8:54] Jay grabs Tim’s hand and begins trying to pull him away from the Operator. The camera goes back and forth between Tim and the Operator, with the Operator getting closer every time the camera turns back to him.
[8:56] Jay: Tim! Get up! We gotta get out of here, come on!
[9:02] Tim: Run!
[9:04] Jay backs away and turns and runs towards the entrance of the tunnel. He looks back at Tim with the Operator standing right over him before running out of the tunnel and back into the woods. The camera picture glitches and goes black.
[9:27] The picture comes back with some visual distortion and no audio other than a low pitched buzzing. Jay is still running through the woods.
[9:35] Cut to Jay looking around at the surrounding woods while standing still. The camera shakes until the shot glitches and goes black again.
[9:51] Cut to Jay running across an open field. The camera moves up to show Jay and Tim’s cars in the parking lot. Jay runs to his car and as he’s searching through his key ring, he looks over into Tim’s car where Tim is sitting in the driver’s seat with his head down.
[10:04] Jay: Oh my god, Tim. What’re you doing out here?
[10:10] Jay coughs and begins to knock on the window.
[10:11] Jay: Tim, wake up.
[10:13] Tim looks up and out the window towards Jay. He has very dark circles under his eyes.
[10:15] Jay: Are you okay?
[10:16] Tim looks away and turns his car on. Jay smacks his hand against the car door while backing away.
[10:19] Jay: Open the door. What happened? Tim, wait! What are you doing?
[10:23] Tim backs out of the parking spot and drives away.
[10:27] Jay: Tim! Tim, wait! Tim!
[10:32] Jay begins coughing again and record Tim’s car driving away. He returns to his car, get in and throws the camera down on the seat. The car starts shortly before the screen goes black.
[11:12] White text appears: I tried to follow Tim, but he was already gone. I have no idea how he was able to get to the parking lot before me. Something seemed very wrong with him. I need to find out where he is now. I’m not losing track of him again. Especially with Alex still out there.
[11:45] Screen goes to black.
[11:49] End video.

Main Theories and Observations

Alex is still alive

Both Tim and Jay have "unnaturally" dark circles under their eyes at the end of the entry.

Speculation

Alex could be connected to TO as he said "Meet Now." (fixed)
Sorry for incorrect structure, this is my first new page on this wikia :D
In response to the comment below, then it could also mean that he was in league with The Operator, and just wanted TO to be left with Tim, as he was the one actively hunting TO. TO always seems to attack the person trying to find him… ~ og1764

We can leave it for now, but I believe on forums and stuff the general concensus is that Alex says "Leave" not meet.

I honestly think that Alex could be following them, and by the way, he said LEAVE now, I also think the reason why Tim left is because of two reasons:

1. He was being possessed by Masky.

2. He was angry at Jay.

~Colin Jackman.

Considering earlier entries where we seem to hear the Operator "playing back" Jay's voice (Calling "Alex! Seth!" for instance) it seems conceivable that the phone call could possibly be TO imitating Alex's voice via the cell phone call. ~GnomonRose

On the topic of voice recording, I think that would be to hard for someone to answer so quickly within Jay picking up the call. If it was a recording, the caller would have to wait a sec, to make sure Jay finished saying "Hello." or even answering to make sure the whole message was actually heard or played. There wasn't that long of a pause, although he did speak funny . IRLtime having that little of a pause, with no click sound is hard to pull off, and the show thrives on being irl as things occur in the actual entries. You could be right, but I don't think it was a recording. Especially since the point of the entry seems to establish Alex being back and Tim being slendersick again: EDIT: Looking back at what Researcher Teague said, I am in agreement with it being the same voice. -Katsatitagain

Alex's "Leave. Now." could be a recording, or even Alex saying it straight away - the point I have to raise, however, is that it sounds frighteningly similar to the distorted speech in TTA's 'Advocate'. -ResearcherTeague

I don't think it's the same as the sound clip from the totheark video, which I always heard as "Flee now." (Although it means the same thing.) I think Alex is still alive, since the video already disproved that he died from the bullet heard in Entry 52. ~travestyoftheweek